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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— (2R)-N-tert-butyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H18FN3O2S
(2R)-N-tert-butyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H17N3O3S4
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— methyl N-[(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate —— C14H15N3O4S
methyl N-[(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2R)-N-benzyl-N-tert-butyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C22H24FN3O2S
(2R)-N-benzyl-N-tert-butyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H20N4O3S3
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide —— C14H15N3OS3
(2R)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide
—— (2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C19H18FN3O2S
(2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— (2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C16H19N3O4S2
(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H16FN3O4S2
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-cycloheptylpropanamide —— C19H25N3O2S
(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-cycloheptylpropanamide
—— 2-(2,5-Dimethylfuran-3-yl)-5-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-1,3,4-oxadiazole —— C11H10N4O2S2
2-(2,5-Dimethylfuran-3-yl)-5-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-1,3,4-oxadiazole
—— N-[(5-chlorothiophen-2-yl)methyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-enylacetamide —— C15H19ClN4O2S2
N-[(5-chlorothiophen-2-yl)methyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-enylacetamide
—— 2-(2,5-Dimethylfuran-3-yl)-5-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C12H12N4O2S2
2-(2,5-Dimethylfuran-3-yl)-5-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— N-[2-(1,3,4-thiadiazol-2-ylsulfanyl)ethyl]acetamide —— C6H9N3OS2
N-[2-(1,3,4-thiadiazol-2-ylsulfanyl)ethyl]acetamide
—— N-[2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]acetamide —— C12H12BrN3O2S
N-[2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]acetamide
—— 3-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one —— C9H13Cl2N3OS
3-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one
—— 2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one —— C16H19N5O2S2
2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one
—— N-[(3-chlorophenyl)methyl]-N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H19ClN4OS2
N-[(3-chlorophenyl)methyl]-N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide —— C17H18N4OS3
N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide
—— N-butyl-N-ethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H24N4OS2
N-butyl-N-ethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H18N4O2S2
N-[(1S)-1-(furan-2-yl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C17H24N4O2S2
2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— N-(2-cyanopropan-2-yl)-N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H19N5OS2
N-(2-cyanopropan-2-yl)-N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C18H16FN3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 3-(furan-2-yl)propanoate —— C21H19NO4S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 3-(furan-2-yl)propanoate
—— 1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H15FN2O4S
1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C20H21FN4O2S
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— 3-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,2-oxazole —— C20H18N4OS
3-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,2-oxazole
—— N-[2-(3-chlorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15ClFN3O2S
N-[2-(3-chlorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C21H18FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— N-propyl-2-[[5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H16N4O2S4
N-propyl-2-[[5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C14H16FN3OS3
2-[[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 2-[[5-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C17H22N4O2S3
2-[[5-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C14H16ClN3OS3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 2-[[5-[2-(furan-2-ylmethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C14H18N4O3S3
2-[[5-[2-(furan-2-ylmethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-ynylacetamide —— C16H18N4OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-ynylacetamide
—— 2-[[5-[2-[benzyl(methyl)amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C17H22N4O2S3
2-[[5-[2-[benzyl(methyl)amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— N-[(2-methylphenyl)methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H20N4OS
N-[(2-methylphenyl)methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[[5-[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C16H26N4O2S3
2-[[5-[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 2-[[5-[(2,5-dimethylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C16H21N3OS3
2-[[5-[(2,5-dimethylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— N-[2-(2-methylphenyl)ethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H22N4OS
N-[2-(2-methylphenyl)ethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 6-Amino-5-[2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione —— C18H18N4O3S2
6-Amino-5-[2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione
—— 2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C17H22N2O2S2
2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— 1-(4-Benzylsulfonylpiperazin-1-yl)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H25N5O3S2
1-(4-Benzylsulfonylpiperazin-1-yl)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C20H20N2OS3
N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-[2-(4-methylphenyl)sulfanylethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H17N3O2S2
N-[2-(4-methylphenyl)sulfanylethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N'-[(2,5-dimethylpyrrol-3-ylidene)methyl]-3-(4-fluorophenyl)sulfanylpropanehydrazide —— C16H18FN3OS
N'-[(2,5-dimethylpyrrol-3-ylidene)methyl]-3-(4-fluorophenyl)sulfanylpropanehydrazide
—— [2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] (5S,7R)-3-chloroadamantane-1-carboxylate —— C22H28ClNO3S
[2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] (5S,7R)-3-chloroadamantane-1-carboxylate
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C22H31N5OS
N-(1-adamantyl)-N-(2-cyanoethyl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide
—— N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C20H21FN4OS2
N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide